Failed to authenticate on SMTP server with username \"[email protected]\" using 0 possible authenticators

[clementmoulin]

PHP version: (freescout docker)
FreeScout version: 1.8.166
Database: MySQL
Are you using CloudFlare: Yes
Are you using non-official modules: No

Hello

We have the same issue as #4391 . We have 3 mailboxes configured, and having the issue on 2.
The one working fine is using MS365, the two others are IMAP/SMTP based (and for me, this is the issue, having both type).

They're connecting to our SMTP, so we have some trace. The errors occurs dozen of times.
So I checked SMTP logs for earlier connections:

Jan 22 23:46:53 scylla postfix/submission/smtpd[17922]: disconnect from unknown[X.X.X.X] ehlo=2 starttls=1 commands=3
Jan 22 23:46:53 scylla postfix/submission/smtpd[17922]: connect from unknown[X.X.X.X]
Jan 22 23:46:53 scylla postfix/submission/smtpd[17922]: lost connection after EHLO from unknown[X.X.X.X]
Jan 22 23:46:53 scylla postfix/submission/smtpd[17922]: disconnect from unknown[X.X.X.X] ehlo=2 starttls=1 commands=3

As you can see Freescout do not try to login.

Sending test email is working fine from configuration page.
But on it, I can see "Microsoft Exchange" under Password field.

BR

[freescout-help]

Have you tried step 2: https://github.com/freescout-help-desk/freescout/wiki/Sending-Issues#12-diagnosing-the-issue

Go to Mailbox "Sending Emails" section, try to send test email and you will get full SMTP log.

[clementmoulin]

As I said in my initial message, "Sending test email is working fine".
We had issue only with notifications emails (ticket assignements etc.).

[freescout-help]

You must be sending test emails via something else.

Still you have to diagnose the issue yourself following this steps: https://github.com/freescout-help-desk/freescout/wiki/Sending-Issues#12-diagnosing-the-issue

[clementmoulin]

Why did you close this issue ? It is still present.

=> https://github.com/freescout-help-desk/freescout/wiki/Sending-Issues#12-diagnosing-the-issue

1. => "Error sending email to user | Failed to authenticate on SMTP server with username "[email protected]" using 0 possible authenticators.; File: /www/html/overrides/swiftmailer/swiftmailer/lib/classes/Swift/Transport/Esmtp/AuthHandler.php (191)"

2. => Already done, as said twice => works.

3. => "Failed to authenticate on SMTP server with username "[email protected]" using 0 possible authenticators. {"exception":"[object] (Swift_TransportException(code: 0): Failed to authenticate on SMTP server with username "[email protected]" using 0 possible authenticators. at /www/html/overrides/swiftmailer/swiftmailer/lib/classes/Swift/Transport/Esmtp/AuthHandler.php:191)

4. => (on notification) "Feb 3, 2025 19:47 | Accepted for delivery
   Feb 3, 2025 18:47 | Send errorFailed to authenticate on SMTP server with username "" using 0 possible authenticators.
   Feb 3, 2025 18:42 | Send errorFailed to authenticate on SMTP server with username "" using 0 possible authenticators."
   So failed twice, but finally works...

5. => Running in docker (and anyway revelant only if always failing)

6. => Already provided

7. => Irrevelant here.

8. => Done, no change.

[freescout-help]

It looks like we can't help here. It needs to be debugged on your server.

[clementmoulin]

Tell me what I can do to provide debugging.

[freescout-help]

Find someone who can do it.

https://github.com/freescout-help-desk/freescout/wiki/Hire-Developer